I'm a 49-year-old gay man. I've become friends with a 21-year-old straight guy. He's really hot. He's had to drop out of college and return home. I know he needs money, as he hasn't found a job yet and has resorted to selling off old music equipment. I would love to have some sweaty clothes of his, namely his underwear, but I'd settle for a sweaty tank top. Is it legal to buy someone's underwear? He's a sweet guy, and I don't want to freak him out by asking something so personal. How do I broach the subject?
Lustfully Obsessed Stink Seeker
It's perfectly legal to buy and sell used underwear, LOSS, so there's no legal risk. But you risk losing this guy as a friend if you broach the subject. You can approach it indirectly by saying something like "So sorry to hear you're selling off your music equipment. You're young and hot — you could probably make more money selling used underwear or sweaty tanks." Then follow his lead: If he's disgusted by the suggestion, drop it. If he's into the idea, offer to be his first customer.
Before I got married, I asked my husband repeatedly about fantasies and kinks, so that we had full disclosure going in. It led to some fun stuff in the bedroom, but we're both pretty low-grade kinksters. Now I realize that I do something that I have never told him about: It's the way that I masturbate. I started when I was 5 or 6, because it felt good. Got chided by parents and teachers for doing it in public and learned to keep it hidden. And so, ever since, it's been my secret thing. I think it has helped me orgasm in that I knew how early on, but it has also made it more difficult to come in positions that don't mimic the masturbating position. Husband likes the idea of me coming in different positions, and I've managed now and again, but he doesn't know why I'm set in my ways. We've been together for 10 years, but I have never shared this. Should I tell him? Part of me is afraid that he will think I'm weird. But more than likely, he'll just want to watch me do it. Still, it's kind of nice having this one thing that belongs only to me.
Secret Masturbator Obligated Over Spanking Hotness?
You could hold this back, SMOOSH, and keep it all for yourself. But I don't see why you would want to. As sexy secrets go, "There's one particular position I like to masturbate in" is pretty boring. Unless you need to be positioned on top of a cadaver or under your dad or beside a life-size Ted Cruz sex doll to get off when you masturbate, there's really no reason to keep this secret.
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